Have they done well? If so, you would say, "Well, they've been investing money over a number of different years.

怎么来评价他做的怎么样,你可能会想,他把钱投资在,不止一年的期间里

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if you’re curious what a friend from high school is up to.

如果你想知道你的高中同学过得怎么样，

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What you mean is "what do you think about" such and such.

你想表达的是“你觉得~怎么样？”诸如此类的意思。

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